CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5198320 (2541240)

Formula C₂₁H₁₇NO₅

MW 363.37

InChIKey MDIJJHPJRWQYGV-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 44

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 46

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 6

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.74

logP 3.327

PSA 83.91

MR 103.087

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -125.058

PM7_Total_Energy_ev -4470.82048

PM7_Electronic_Energy_ev -33692.55597

PM7_Dipole_Debye 6.57834

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.009

PM7_LUMO_Energy_ev -1.196

PM7_COSMO_Area_square_ang 373.64

PM7_COSMO_Volue_cubic_ang 420.08

PM7_Electron_Affinity_ev 1.196

PM7_Ionization_Energy_ev 9.009

PM7_Energy_Gap_ev 7.813

PM7_Global_Hardness_ev 3.9065

PM7_Global_Softness_ev 0.2559836170485089

PM7_Chemical_Potential_ev -5.1025

PM7_Electronigativity_ev 5.1025

PM7_Back_Donation_Energy_ev -0.976625

PM7_Electrophilicity_ev 3.33233153078203

OPENEYE_Name 4-[(~{Z})-(4-methoxycarbonyl-5-methyl-2-oxo-1-phenyl-pyrrol-3-ylidene)methyl]benzoic acid

SMILES c1ccc(cc1)N2C(=C(C(=Cc3ccc(cc3)C(=O)O)C2=O)C(=O)OC)C

Canonical_SMILES COC(=O)C1=C(C)N(C(=O)/C/1=Cc1ccc(cc1)C(=O)O)c1ccccc1

InChI 1/C21H17NO5/c1-13-18(21(26)27-2)17(12-14-8-10-15(11-9-14)20(24)25)19(23)22(13)16-6-4-3-5-7-16/h3-12H,1-2H3,(H,24,25)/f/h24H

InChI_3D 1S/C21H17NO5/c1-13-18(21(26)27-2)17(12-14-8-10-15(11-9-14)20(24)25)19(23)22(13)16-6-4-3-5-7-16/h3-12H,1-2H3,(H,24,25)/b17-12-

AuxInfo 1/1/N:20,21,1,2,3,8,9,4,5,6,7,17,14,10,11,12,15,13,16,18,19,22,23,24,26,25,27/E:(4,5)(6,7)(8,9)(10,11)(24,25)/F:20,21,1,2,3,8,9,4,5,6,7,17,14,10,11,12,15,13,16,18,19,22,23,26,24,25,27/E:(4,5)(6,7)(8,9)(10,11)/rA:44nCCCCCCCCCCCCCCCCCCCCCNOOOOOHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d4;s5;s2;d3;s4d5;s6d7;d8s9;;d13;s13;s15;s10w15;s11;s13;s14;;s12s14s16;d16;d18;d19;s18;s19s21;s1;s2;s3;s4;s5;s6;s7;s8;s9;s17;s20;s20;s20;s21;s21;s21;s26;/rC:.4962,4.553,0;1.3645,4.0568,0;-.3705,4.0542,0;3.9134,-1.4404,0;3.7341,.2854,0;4.9132,-1.3365,0;4.734,.3892,0;1.366,3.0516,0;-.369,3.049,0;3.3289,-.6289,0;5.3286,-.4212,0;.4993,2.5426,0;;-.3065,.9518,0;1.0015,0,0;1.3133,.9518,0;1.5883,-.8097,0;6.3232,-.3178,0;-.5888,-.8082,0;-1.2577,1.2604,0;-2.1721,-1.5107,0;.5008,1.5426,0;2.2648,1.2595,0;6.7311,.5952,0;-.1833,-1.7223,0;6.91,-1.1276,0;-1.5832,-.7024,0;.4954,5.053,0;1.7967,4.3081,0;-.8036,4.3041,0;3.7088,-1.8966,0;3.4402,.6898,0;5.2054,-1.7422,0;4.9365,.8464,0;1.8001,2.8036,0;-.8024,2.7996,0;1.3844,-1.2663,0;-1.412,.7848,0;-1.1034,1.736,0;-1.7333,1.4147,0;-2.5762,-1.2162,0;-1.768,-1.8051,0;-2.4665,-1.9148,0;7.4074,-1.0759,0;

Duplicates CHEMBL5198320

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198250-0005198499/CHEMBL5198320.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198250-0005198499/CHEMBL5198320.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198250-0005198499/CHEMBL5198320.sdf

Formula	C₂₁H₁₇NO₅
MW	363.37
InChIKey	MDIJJHPJRWQYGV-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	44
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	46
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	6
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.74
logP	3.327
PSA	83.91
MR	103.087
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-125.058
PM7_Total_Energy_ev	-4470.82048
PM7_Electronic_Energy_ev	-33692.55597
PM7_Dipole_Debye	6.57834
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.009
PM7_LUMO_Energy_ev	-1.196
PM7_COSMO_Area_square_ang	373.64
PM7_COSMO_Volue_cubic_ang	420.08
PM7_Electron_Affinity_ev	1.196
PM7_Ionization_Energy_ev	9.009
PM7_Energy_Gap_ev	7.813
PM7_Global_Hardness_ev	3.9065
PM7_Global_Softness_ev	0.2559836170485089
PM7_Chemical_Potential_ev	-5.1025
PM7_Electronigativity_ev	5.1025
PM7_Back_Donation_Energy_ev	-0.976625
PM7_Electrophilicity_ev	3.33233153078203
OPENEYE_Name	4-[(~{Z})-(4-methoxycarbonyl-5-methyl-2-oxo-1-phenyl-pyrrol-3-ylidene)methyl]benzoic acid
SMILES	c1ccc(cc1)N2C(=C(C(=Cc3ccc(cc3)C(=O)O)C2=O)C(=O)OC)C
Canonical_SMILES	COC(=O)C1=C(C)N(C(=O)/C/1=Cc1ccc(cc1)C(=O)O)c1ccccc1
InChI	1/C21H17NO5/c1-13-18(21(26)27-2)17(12-14-8-10-15(11-9-14)20(24)25)19(23)22(13)16-6-4-3-5-7-16/h3-12H,1-2H3,(H,24,25)/f/h24H
InChI_3D	1S/C21H17NO5/c1-13-18(21(26)27-2)17(12-14-8-10-15(11-9-14)20(24)25)19(23)22(13)16-6-4-3-5-7-16/h3-12H,1-2H3,(H,24,25)/b17-12-
AuxInfo	1/1/N:20,21,1,2,3,8,9,4,5,6,7,17,14,10,11,12,15,13,16,18,19,22,23,24,26,25,27/E:(4,5)(6,7)(8,9)(10,11)(24,25)/F:20,21,1,2,3,8,9,4,5,6,7,17,14,10,11,12,15,13,16,18,19,22,23,26,24,25,27/E:(4,5)(6,7)(8,9)(10,11)/rA:44nCCCCCCCCCCCCCCCCCCCCCNOOOOOHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d4;s5;s2;d3;s4d5;s6d7;d8s9;;d13;s13;s15;s10w15;s11;s13;s14;;s12s14s16;d16;d18;d19;s18;s19s21;s1;s2;s3;s4;s5;s6;s7;s8;s9;s17;s20;s20;s20;s21;s21;s21;s26;/rC:.4962,4.553,0;1.3645,4.0568,0;-.3705,4.0542,0;3.9134,-1.4404,0;3.7341,.2854,0;4.9132,-1.3365,0;4.734,.3892,0;1.366,3.0516,0;-.369,3.049,0;3.3289,-.6289,0;5.3286,-.4212,0;.4993,2.5426,0;;-.3065,.9518,0;1.0015,0,0;1.3133,.9518,0;1.5883,-.8097,0;6.3232,-.3178,0;-.5888,-.8082,0;-1.2577,1.2604,0;-2.1721,-1.5107,0;.5008,1.5426,0;2.2648,1.2595,0;6.7311,.5952,0;-.1833,-1.7223,0;6.91,-1.1276,0;-1.5832,-.7024,0;.4954,5.053,0;1.7967,4.3081,0;-.8036,4.3041,0;3.7088,-1.8966,0;3.4402,.6898,0;5.2054,-1.7422,0;4.9365,.8464,0;1.8001,2.8036,0;-.8024,2.7996,0;1.3844,-1.2663,0;-1.412,.7848,0;-1.1034,1.736,0;-1.7333,1.4147,0;-2.5762,-1.2162,0;-1.768,-1.8051,0;-2.4665,-1.9148,0;7.4074,-1.0759,0;
Duplicates	CHEMBL5198320
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198250-0005198499/CHEMBL5198320.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198250-0005198499/CHEMBL5198320.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198250-0005198499/CHEMBL5198320.sdf